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Sigma-Aldrich

DL-α-Tocopherol acetate

tested according to Ph. Eur.

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Synonym(s):
α-Tocopherylis acetas, Vitamin E acetate, all-rac-α-Tocopheryl acetate
Empirical Formula (Hill Notation):
C31H52O3
CAS Number:
Molecular Weight:
472.74
Beilstein/REAXYS Number:
97512
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

biological source

synthetic

Quality Level

agency

USP/NF
tested according to Ph. Eur.

assay

96.5-102.0%

form

liquid

density

0.96 g/mL at 20 °C (lit.)

application(s)

cell analysis
pharmaceutical (small molecule)

storage temp.

2-8°C

SMILES string

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(OC(C)=O)c(C)c(C)c2O1

InChI

1S/C31H52O3/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31/h21-23H,10-20H2,1-9H3/t22-,23-,31-/m1/s1

InChI key

ZAKOWWREFLAJOT-CEFNRUSXSA-N

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General description

α-Tocopherol is a form of vitamin E. Vitamin E can be obtained through dietary sources. RRR‐α‐tocopherol is a natural form of α-Tocopherol.

Application

DL-alpha-Tocopherol acetate was used as a vitamin E supplement for studying whether the addition of an antioxidant or vitamin E in the diet of rats with dextran sulfate sodium (DSS)-induced colitis can reduce detrimental impact of inflammatory bowel disease.

Biochem/physiol Actions

α-Tocopherol is also known as a radical-chain breaker due to its anti-oxidant property.
Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by Homosapiens. DL-α-Tocopherol acetate can inhibit oxidation of linoleate.

wgk_germany

WGK 1

flash_point_f

No data available

flash_point_c

No data available

ppe

Eyeshields, Gloves


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α-Tocopherol European Pharmacopoeia (EP) Reference Standard

T1550000

α-Tocopherol

(+)-α-Tocopherol from vegetable oil, Type V, ~1000 IU/g

Sigma-Aldrich

T3634

(+)-α-Tocopherol

Julie Carrier et al.
The Journal of nutrition, 132(10), 3146-3150 (2002-10-09)
Inflammatory bowel disease is often associated with iron deficiency anemia and oral iron supplementation may be required. However, iron may increase oxidative stress through the Fenton reaction and thus exacerbate the disease. This study was designed to determine in rats
S Grossman et al.
The International journal of biochemistry, 16(3), 281-289 (1984-01-01)
The formation of alpha-tocopherol--lipoxygenase complex was elucidated using immobilized affinity purified soybean lipoxygenase and [D-3H]alpha-tocopherol. The alpha-tocopherol--lipoxygenase complex did not dissociate on addition of linoleic acid. Iodoacetate modified immobilized lipoxygenase did not form the complex with alpha-tocopherol. Lipoxygenase attached to
alpha-Tocopherol stereoisomers
Jensen S K and Lauridsen C
Vitamins and Hormones, 76(3), 281-308 (2007)
Absorption, transport, and tissue delivery of vitamin E
Rigotti A
Molecular Aspects of Medicine, 28(5-6), 423-436 (2007)
Vitamin E supplementation and cardiovascular events in high-risk patients.
Yusuf S, et al.
The New England Journal of Medicine, 342(3), 154-160 (2000)

Articles

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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